Guesthouse vacation rentals in Florida

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Florida

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A private pool glistens under the sun, surrounded by lush palm trees. Two pink loungers rest on the water's edge, enhancing the relaxing atmosphere. The serene view includes a glimpse of the New River, adding to the tranquil setting.

Guesthouse in Fort Lauderdale

4.93 out of 5 average rating, 107 reviews

Guest Suite - Private Pool! 15 Minutes to Beaches

Picture yourself relaxing at a PRIVATE pool not shared with other guests! Casita Del Rio, a stunning vacation rental on the New River in Ft. Lauderdale, FL! This private guest suite offers exclusive comfort with an upscale bathroom, refrigerator, microwave, and Keurig. The pool area is, exclusively yours, with loungers for basking in the sun. Book your unforgettable escape less than 20 minutes away from Ft. Lauderdale's stunning beaches, restaurants, and so much more. Questions? Message us :)

Top guest favorite

A screened patio area features a swimming pool surrounded by a brick floor. Colorful decorative lights create a soft glow, while two turquoise lounge chairs are positioned nearby. Decorative roosters add a charming touch to the poolside setting.

Guesthouse in Palm Harbor

4.97 out of 5 average rating, 306 reviews

Private Suite, 1 bedroom, 1 bathroom, pool, patio

Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

Guest favorite

A wide expanse of Carrabelle Beach features soft, white sand extending alongside calm blue waters. The shoreline is gently curved, with distant trees lining the coast and a clear blue sky overhead, inviting relaxation and enjoyment of the natural surroundings.

Guesthouse in Carrabelle

4.81 out of 5 average rating, 456 reviews

Good Vibrations

Step back in time for a vacation in old Florida. The beautiful town of Carrabelle, is a small coastal town with the beach, good food, music and lots of atmosphere. Your Airstream is a fully updated vintage 1965.All amenities needed for a stay are provide. The bathroom and kitchen are updated. The kitchen is equipped with a stove, oven, refrige,microwave and coffee maker and even coffee. 1 full size bed , a sofa bed,Dish television and WiFi are provided. Bring your clothes and come to PARADISE!

Top guest favorite

The image captures a serene canal view framed by palm trees. A well-maintained grassy area leads to modern homes, with a dock visible along the water's edge. The sky is partly cloudy, suggesting a pleasant weather backdrop.

Guesthouse in Fort Myers

4.97 out of 5 average rating, 138 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Top guest favorite

A tranquil outdoor area is illuminated by a fire pit, casting a warm glow over the surrounding space. A saltwater pool and spa are visible, their water reflecting gentle blue hues in the nighttime setting, surrounded by wooden fencing and greenery.

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 430 reviews

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

Guest favorite

A spacious outdoor dining area features a long, rectangular concrete table accompanied by dark wood benches and wicker chairs. Lush greenery surrounds the space, enhancing the tranquil setting. A pool is visible in the background, alongside a hanging chair and a patio umbrella.

Guesthouse in Cocoa Beach

4.96 out of 5 average rating, 296 reviews

The Cocoa Boho Rooftop Retreat

Thinking about your next vacation? Need to unwind? Want to take in ocean views while sipping mimosas on a rooftop patio? Say hello to Cocoa Boho. Brand-new, clean boho-chic with bright & open interiors, a year-round summer breeze and the sounds of the Atlantic. Cocoa Boho is a newly constructed guest home - 2min walk to public beach access, 1.5 miles away from Downtown. If you're booking your next girls trip, poolside retreat or theme park crowd beach escape, Cocoa Boho is that vibe.

Guest favorite

A welcoming entrance features a glass door adorned with a wreath and a decorative sign. An outdoor kitchen area is equipped with appliances and a television. Dining options include a set of high-top tables surrounded by chairs, with natural light illuminating the space.

Guesthouse in Cape Coral

4.93 out of 5 average rating, 138 reviews

Pool Modern Apartment fishing paradise

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

Top guest favorite

A light-filled interior features a spacious bed dressed in soft linens, with a cozy seating area nearby. The open layout includes a kitchenette with modern appliances and simple dining furniture. Light wood flooring extends throughout, complemented by exposed beams and large windows opening to a serene outdoor space.

Guesthouse in St. Augustine

4.97 out of 5 average rating, 328 reviews

“Little Pink House”-hidden gem in the 💗 of Uptown

Stay with us and you truly can "Have It All"!. Just steps from shopping and restaurants, yet nestled in a quiet neighborhood. Walk to St George Street, The Fort, Visitors Center, Trolley Station, Coffee Shops, The Bayfront. 7 minutes from the Beach. Relax after a day of sightseeing around the pool, and enjoy coffee or wine on the porch. Little Pink House is the guest cottage right behind Pink House Uptown Charmer. More space for your group!

Top guest favorite

Guesthouse in Orlando

5 out of 5 average rating, 247 reviews

Livingston Pool House- In The Heart of Downtown

Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Top guest favorite

A compact kitchenette features rustic wooden cabinetry and a stone wall backdrop. A forest mural adds a natural element, while a stainless-steel sink and essential appliances are visible. Utensils are neatly arranged, enhancing the workspace with a warm, inviting ambiance.

Guesthouse in Jacksonville

4.98 out of 5 average rating, 241 reviews

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.

Top guest favorite

A Tiki carving featuring a distinct face with vibrant red eyes and a colorful palm tree on its head is displayed prominently under a covered patio. Natural elements like thatched roofing and wooden fencing create a relaxed tropical atmosphere.

Guesthouse in New Port Richey

5 out of 5 average rating, 163 reviews

Palm Hideaway on the Cotee River

Relax on the river at Palm Hideaway-a luxury escape to the Gateway of Tropical Florida. Our cozy guest cottage is nestled amid lush greenery on the Pithlachascotee "Cotee" River in New Port Richey. Sleep in the king size bed & have coffee or tea on your Tiki patio rain or shine. Guests have shared access to the river from the park-like backyard & can enjoy the fire pit or paddle the kayaks.

Guest favorite

An arched wooden gate displays the number '231' and opens to a stone pathway lined with palm trees. Lush greenery and a vibrant flowerpot add a welcoming touch, leading to a courtyard area in the distance.

Guesthouse in Fort Lauderdale

4.91 out of 5 average rating, 186 reviews

Villa with Heated Pool, Laundry, Ping Pong & More

Romantic, clean, private and quiet: perfect to relax after a day at the beach or work. Modern décor, high end appliances and furniture, 82inch Samsung smart TV with Bose soundbar, private gazebo with grill. Just 3 miles from the beach and 1 mile from main highway i95 and 1 mile from Wilton Manors. Walking distance to grocery stores, bars and restaurants.